Vacation Rentals in Monroe County

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    today icon
    Change your mind
    Book hotels with free cancellation

Top Cities in Monroe County

Top Vacation Rentals in Monroe County

Breezy Palms Resort
2.5 star property
8.4 out of 10, Very Good, (355)
"Everything was great ! Thank you. "
The price is $120
includes taxes & fees
$109 per night
Sep 29 - Sep 30
Breezy Palms Resort
Skipjack Resort & Marina
3.0 star property
8.6 out of 10, Excellent, (1123)
"Good "
The price is $204
includes taxes & fees
$181 per night
Sep 29 - Sep 30
Skipjack Resort & Marina
Aqua Lodge Rentals At Coconut Cay
3.5 star property
9.6 out of 10, Exceptional, (119)
"Loves the location, the amenity options, and the very nice and friendly hostess. I am definitely going back here! "
The price is $280
includes taxes & fees
$263 per night
Sep 29 - Sep 30
Aqua Lodge Rentals At Coconut Cay
Tropical Cottages
3.0 star property
8.4 out of 10, Very Good, (737)
"Had a great time, nice quiet neighborhood but right around the corner from anything you need."
The price is $123
includes taxes & fees
$109 per night
Sep 30 - Oct 1
Tropical Cottages
Yacht Haven Marina
3.5 star property
9.8 out of 10, Exceptional, (81)
"Should a unique place to stay. Convenient to the beach, grocery store and restaurants. Loved the manatee swimming in the water."
Yacht Haven Marina
Old Wooden Bridge Resort and Marina
2.5 star property
8.4 out of 10, Very Good, (150)
"It was a great cabin. No view of anything and kind of nasty around the area but a great place to stay."
The price is $245
includes taxes & fees
$229 per night
Sep 29 - Sep 30
Old Wooden Bridge Resort and Marina
Knight's Key Suites
3.0 star property
9.0 out of 10, Wonderful, (1056)
"Nice place. Easy check in. "
The price is $127
includes taxes & fees
$116 per night
Sep 30 - Oct 1
Knight's Key Suites
Steps from Duval, Pool on Site & Bikes Included!
9.6 out of 10, Exceptional, (348)
"Really enjoyed."
The price is $235
includes taxes & fees
$211 per night
Sep 27 - Sep 28
Steps from Duval, Pool on Site & Bikes Included!
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
9.0 out of 10, Wonderful, (179)
"The view was wonderful. Great place to see sunrise every morning. This was a girls trip. If you are just there for fishing, this place is perfect. The refrigerator and freezer smelled of fish. Even after 3 nights, the smell was strong. I recommend bringing some arm and hammer baking soda for both fridge and freezer. The place is pretty close to Key West, so location is great. The neighbors were cleaning their fish right off the dock, so there were many seagulls. With seagulls, comes poop. They...
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
VOTED BEST KEY LARGO VACATION RENTAL
10.0 out of 10, Exceptional, (66)
"Wonderful place to stay and relax. Beautiful water"
VOTED BEST KEY LARGO VACATION RENTAL
Aqua Lodges at Hurricane Hole Marina
3.0 star property
8.8 out of 10, Excellent, (98)
"No frills - Nice little aqua lodge."
The price is $275
includes taxes & fees
$244 per night
Sep 30 - Oct 1
Aqua Lodges at Hurricane Hole Marina
Cabins at Bonefish Bay
3.0 star property
10.0 out of 10, Exceptional, (17)
"This place is amazing. The best cabin in all of Marathon. The cabins are beautiful, centrally located and close to the 7 mile bridge and several beaches. Highly recommended. The hosts were very friendly"
Cabins at Bonefish Bay
Poolside Cottage #411
10.0 out of 10, Exceptional, (23)
"Great location. Cute cottage and the pool was literally at our foot steps. The pool was vacant most of the time and clean which was great as well. A few things I would call out is the fan in the bed room makes a bit of noise, the TV situation was a bit bothersome. No cable and too many controls to figure out which one to use and lastly the front door lock was a bit tricky but other than that we loved our stay and would definitely consider staying again. "
The price is $284
includes taxes & fees
$255 per night
Sep 30 - Oct 1
Poolside Cottage #411
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
9.8 out of 10, Exceptional, (272)
"Great place to stay. Would stay there again. Very well maintained and owners are very nice. "
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
34’ Catamaran Sailboat
9.6 out of 10, Exceptional, (27)
"Overall it was a great experience."
34’ Catamaran Sailboat
HAVANA VIEJA ~ Adults Only, Poolside Queen Suite w/ Shared Pool!
9.4 out of 10, Exceptional, (108)
"Very nice and clean "
The price is $290
includes taxes & fees
$261 per night
Oct 15 - Oct 16
HAVANA VIEJA ~ Adults Only, Poolside Queen Suite w/ Shared Pool!
Key West Retreat $99.Special lodging Sept. 22-26
9.6 out of 10, Exceptional, (196)
"Overall, we were satisfied, however, the mattress was too soft, our hips (and we are not old by any means) were hurting every morning from being sunken in the soft mattress. The rugs and the couch could have been cleaned or replaced (stained all over). The smell could have been better too. However, the kitchen and bathroom were cleaned, very well stocked with clean towels and pots and pans and appliances. We did enjoy our stay. "
Key West Retreat $99.Special lodging Sept. 22-26
TA Beach, Pool, Marina, family friendly, Kitchen, Jacuzzi
9.4 out of 10, Exceptional, (182)
"Had a great girls weekend. "
TA Beach, Pool, Marina, family friendly, Kitchen, Jacuzzi
5 star resort living w/ pool! Family sized w/ full kitchen & great views!
7.4 out of 10, Good, (9)
"Can’t beat staying on a boat and taking it for a spin while you’re on vacation! Host, captain and crew were all great!"
5 star resort living w/ pool! Family sized w/ full kitchen & great views!
CORONA ~ Adults Only, Historic Azul Mansion King Suite with Community Pool!
9.8 out of 10, Exceptional, (121)
"We had a great stay at Azul. Our room had a very comfortable bed. Everything was easy and welcoming. We will definitely recommend Azula"
The price is $239
includes taxes & fees
$215 per night
Oct 1 - Oct 2
CORONA ~ Adults Only, Historic Azul Mansion King Suite with Community Pool!
Don't see what you're looking for?
See all available properties in Monroe County
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in